Wailea, HI Homes

/50
$3,200,000
- 5 Beds
- 6 Baths
- 3,753 Sq Ft
440 Mikioi Place, Kihei, HI 96753

Maui Meadows at its finest: Sweeping ocean views from Molokini & Kaho‘olawe to Lana‘i, and the West Maui Mountains set the stage for this fully remodeled Maui Meadows retreat. The half-acre estate features an in-ground saline pool accompanied by a stone waterfall, a vibrant koi pond, & lush tropical landscaping. The open-concept main residence includes a gourmet kitchen, outdoor kitchen with

Karin Carlson

Hawaii Life (W)

(808) 865-0671

440 Mikioi Place, Kihei, HI 96753
/29
$710,000 Sold Aug 21, 2025
- 849 Sq Ft
- $836/SF
- 61 Days On Market
- 1 Bed
- 2 Baths
- Built 1999
2777 S Kihei Rd Unit 106, Kihei, HI 96753

Recently renovated, Maui Kamaole III Unit K-106 is a spacious unit, offering 1,061 square feet of living space (849 interior, plus 2 private lanai/patios with 212 square feet), with plenty of ventilation from flow-through tradewinds. The master bedroom suite is a private oasis, separated from the main living area with an en-suite full bathroom with double sinks and private enclosed lanai (patio).

Richelle Thomson Silversword Realty & Property Management

2777 S Kihei Rd Unit 106, Kihei, HI 96753

/50
Not Listed For Sale
- 1 Bed
- 2 Baths
- 653,400 Sq Ft
2695 S Kihei Rd Unit 5-207, Kihei, HI 96753

2695 S Kihei Rd Unit 5-207, Kihei, HI 96753

/50
$3,300,000
- 2 Beds
- 2 Baths
- 1,259 Sq Ft
3600 Wailea Alanui Dr Unit 708, Kihei, HI 96753

Welcome to Wailea Elua unit #708 – a hotel zoned, stunning 2-bedroom, 2-bathroom top-floor condo with breathtaking ocean views. Located in the highly sought-after Wailea Resort, this fully furnished vacation rental unit features high vaulted ceilings, recessed lighting, and two separate lanais to enjoy Maui's incredible sunsets. The modern upgrades include granite countertops, stainless steel

Bradley MacArthur

Hawaii Life (W)

(808) 468-3828

3600 Wailea Alanui Dr Unit 708, Kihei, HI 96753
/23
$650,000 Sold Aug 21, 2025
- 949 Sq Ft
- $685/SF
- 92 Days On Market
- 2 Beds
- 2 Baths
- Built 1998
3950 Kalai Waa St Unit M102, Kihei, HI 96753

Here you go, the lowest-priced condo in Wailea! Ground floor 2 BR 2 BA unit at Wailea Fairway Villas, at the top of Wailea, with a beautiful pool, spa and gym that overlook the golf course and ocean beyond. The unit is in original condition with some minor updates, ready for a new owner to either move-in or a great investment unit. Long term rentals only in this complex, making it a peaceful

Gary Mooers Coldwell Banker Island Prop(S)

3950 Kalai Waa St Unit M102, Kihei, HI 96753

/47
Est $2,822,875 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,741 Sq Ft
3408 Hookipa Place, Kihei, HI 96753

3408 Hookipa Place, Kihei, HI 96753

/45
$499,999
- 2 Beds
- 2 Baths
- 750 Sq Ft
160 Keonekai Rd Unit 20-201, Kihei, HI 96753

Keonekai Villages, a pet friendly complex, is nestled between Keonekai Park and Kamaole Beach Park III. Unit 20-201 is a corner unit with a screened lanai from which you actually have a "peek-a-boo" view of the ocean. The unit has been updated with vinyl plank and tile flooring, smooth ceilings throughout, new bathroom vanities, new range, range hood, dryer, and water heater and contemporary wall

Karin Carlson

Hawaii Life (W)

(808) 515-6034

160 Keonekai Rd Unit 20-201, Kihei, HI 96753
/34
$578,800 Sold Aug 14, 2025
- 750 Sq Ft
- $772/SF
- 203 Days On Market
- 2 Beds
- 2 Baths
- Built 1992
160 Keonekai Rd Unit 9-102, Kihei, HI 96753

Welcome to this beautifully remodeled 2-bed, 1.5-bath ground-floor condo with a large yard, in the highly desirable Keonekai Villages in South Maui. Just one block from Kamaole Beach Park III, you’ll enjoy easy access to golden sand, turquoise waters, and breathtaking sunsets. This recently updated condo features fresh paint, brand-new vinyl flooring, and modern appliances including a 2-handler

Kirstin Shipe Whalers Investment Group LLC

160 Keonekai Rd Unit 9-102, Kihei, HI 96753

/49
Not Listed For Sale
- 1 Bed
- 2 Baths
- 818 Sq Ft
2695 S Kihei Rd Unit 10-313, Kihei, HI 96753

2695 S Kihei Rd Unit 10-313, Kihei, HI 96753

/50
$2,400,000 Pending
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
736 Mililani Place, Kihei, HI 96753

PRICE REDUCTION!! 736 Mililani Place is an exquisite Maui retreat nestled at the end of a quiet cul-de-sac in the sought-after neighborhood of Maui Meadows. This charming residence combines island-style living with modern comforts, offering central A/C and a spacious 3 bed and 2.5 bath multi-level layout that is perfect for both relaxing and entertaining. Upon entering you’ll be welcomed by a

Steve Landin

Keller Williams Realty Maui-Ka

(808) 862-6146

736 Mililani Place, Kihei, HI 96753
/50
$2,795,000 Sold Aug 11, 2025
- 2,500 Sq Ft
- $1,118/SF
- 54 Days On Market
- 3 Beds
- 3 Baths
- Built 1989
70 Pukolu Place, Kihei, HI 96753

Nestled within the highly sought-after gated community of Wailea Kai, this beautifully appointed 3-bedroom, 3-bath residence with an additional den/office offers the essence of tropical luxury just moments from world-famous Keawakapu Beach. Designed for seamless indoor-outdoor living, the chef’s kitchen opens directly to a lush, private pool area—ideal for entertaining or unwinding under the glow

Bradley MacArthur Hawaii Life (W)

70 Pukolu Place, Kihei, HI 96753

/24
Est $614,375 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 673,002 Sq Ft
160 Keonekai Rd Unit 9-101, Kihei, HI 96753

160 Keonekai Rd Unit 9-101, Kihei, HI 96753

/49
$899,000 Pending
- 1 Bath
- 484 Sq Ft
3300 Wailea Alanui Dr Unit 3D, Kihei, HI 96753

Welcome to Wailea Ekahi #3D, a rare studio offering known as the “Treehouse Retreat”. Nestled on the second level, this charming unit boasts high vaulted ceilings and a lanai surrounded by lush greenery, including plumeria flowers, hibiscus, and palm trees creating a peaceful ambiance. The surrounding greenery of this unit really embraces the feeling of privacy with no onlookers able to view

Bradley MacArthur

Hawaii Life (W)

(808) 229-3115

3300 Wailea Alanui Dr Unit 3D, Kihei, HI 96753
/50
$2,330,000 Sold Aug 11, 2025
- 2,073 Sq Ft
- $1,124/SF
- 65 Days On Market
- 4 Beds
- 3 Baths
- Built 2001
62 Ponana St, Kihei, HI 96753

Luxury Island Living Just a Block from Keawakapu Beach. Welcome to 62 Ponana Street—where relaxed island living meets thoughtful luxury just moments from South Maui’s most coveted shoreline. Nestled on a flat, fully fenced lot right on the edge of Wailea, this beautifully upgraded single-level home invites you to enjoy the best of indoor-outdoor Maui living. Step outside and unwind in your own

Stephanie Dutcher Coldwell Banker Island Prop-Ku

62 Ponana St, Kihei, HI 96753

/26
Est $599,971 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 673,002 Sq Ft
160 Keonekai Rd Unit 16-104, Kihei, HI 96753

160 Keonekai Rd Unit 16-104, Kihei, HI 96753

/47
$2,990,000
- 3 Beds
- 4 Baths
- 2,526 Sq Ft
124 Waaula Place, Kihei, HI 96753

Nestled in a quiet cul-de-sac in the back of the gated Wailea Kai neighborhood, 124 Waaula Way offers the ultimate beach lifestyle combined with modern, luxury island living. The residence recently underwent a complete transformation in 2023, where every aspect of the home was reimagined. Of the improvements, the completion of the primary suite was one of the most ambitious and impressive. A

Evan Harlow Coldwell Banker Island Prop-KP

124 Waaula Place, Kihei, HI 96753
/39
$2,300,000 Sold Aug 05, 2025
- 1,790 Sq Ft
- $1,285/SF
- 205 Days On Market
- 3 Beds
- 3 Baths
- Built 1998
3950 Kalai Waa St Unit H101, Kihei, HI 96753

VIEWS, VIEWS, VIEWS! Expansive ocean and golf course views! This absolutely stunning 3-bedroom, 3-bath Fully furnished unit in the H building is one of the best locations in Wailea Fairway Villas! At 1790 sq. ft., it is 200 sq ft larger than originally designed. With large expanded master bedroom and sitting area this unit is perfectly positioned overlooking the Wailea Golf Course with

Leslie Smith Hawaii Life (W)

3950 Kalai Waa St Unit H101, Kihei, HI 96753

/30
Not Listed For Sale
- 1 Bed
- 2 Baths
- 653,400 Sq Ft
2695 S Kihei Rd Unit 8-306, Kihei, HI 96753

2695 S Kihei Rd Unit 8-306, Kihei, HI 96753

/31
$1,188,000
- 2 Beds
- 2 Baths
- 1,148 Sq Ft
155 Wailea Ike Place Unit 29, Kihei, HI 96753

The one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this villa has so much to offer. With beautiful views of Haleakala, this home is conveniently located on the tranquil, back end of the complex. The covered lanai looks east over the Wailea Blue Golf Course, and offers homeowners the

Dano Sayles Coldwell Banker Island Prop(S)

155 Wailea Ike Place Unit 29, Kihei, HI 96753
/50
$1,820,000 Sold Aug 04, 2025
- 2,788 Sq Ft
- $653/SF
- 192 Days On Market
- 5 Beds
- 4 Baths
- Built 1989
2733 Puu Hoolai St, Kihei, HI 96753

Discover the perfect blend of comfort and tropical charm, in this newly remodeled move in ready modern smart home. This home offers a peaceful retreat in one of Maui's most desirable locations in Kihei, just moments from the beautiful beaches, vibrant shops, and renowned dining options of Kihei. The home features a spacious layout with bright, airy rooms that are designed to capture the essence

Todd Hudson Keller Williams Realty Maui-Ki

2733 Puu Hoolai St, Kihei, HI 96753

/27
Not Listed For Sale
- 1 Bed
- 2 Baths
- 653,400 Sq Ft
2695 S Kihei Rd Unit 7-101, Kihei, HI 96753

2695 S Kihei Rd Unit 7-101, Kihei, HI 96753

/50
$1,399,000
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
155 Wailea Ike Place Unit 78, Kihei, HI 96753

Stunning ocean view, overlooking the Wailea Blue Golf Course, this gem is beautifully positioned in one of Wailea’s most sought-after resort communities—Grand Champions. This 2-bedroom, 2-bath, 1,056 sq. ft. condo is adjacent to Wailea Blue Golf Course hole 15. This second-floor residence features high vaulted ceilings, an expansive walk-in master closet, and a spacious shower designed for two.

Sara Romvari Romvari Realty Ltd

155 Wailea Ike Place Unit 78, Kihei, HI 96753
/47
$1,499,750 Sold Jul 29, 2025
- 1,832 Sq Ft
- $819/SF
- 95 Days On Market
- 3 Beds
- 3 Baths
- Built 1985
2927 Kauhale St, Kihei, HI 96753

You will love the incredible panoramic ocean & Haleakala views from the 684 sf wrap around lanai. Glorious sunsets, sunrise views & magical whale watching during whale season. This 2 story home offers high vaulted ceilings in the main upper-living area with 2 bedrooms, each with an ensuite bathroom. Downstairs you will find a spacious 1 bedroom, 1 bathroom ohana with a separate entrance. This

Sherrie Stinger Coldwell Banker Island Prop(S)

2927 Kauhale St, Kihei, HI 96753

/13
Est $634,593 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 673,002 Sq Ft
160 Keonekai Rd Unit 11-103, Kihei, HI 96753

160 Keonekai Rd Unit 11-103, Kihei, HI 96753

/50
$1,298,000
- 2 Beds
- 2 Baths
- 949 Sq Ft
3950 Kalai Waa St Unit W201, Kihei, HI 96753

Welcome to Unit W-201 at Wailea Fairway Villas, where island elegance meets effortless living. This immaculate 2-bedroom, 2-bathroom corner unit spans 949 square feet, offering the privacy of a single shared wall and an abundance of natural light courtesy of additional windows. Upon entering, you are greeted by a contemporary ambiance enriched with coastal charm. The layout flows seamlessly from

Katie Moquin Compass-W

3950 Kalai Waa St Unit W201, Kihei, HI 96753
/45
$1,425,000 Sold Jul 29, 2025
- 1,242 Sq Ft
- $1,147/SF
- 189 Days On Market
- 2 Beds
- 2 Baths
- Built 1990
3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753

Discover the perfect blend of luxury, privacy, and island charm in this ground-floor, 2-bedroom, 2-bath condo in the highly sought-after Building 10. Nestled alongside the greenbelt, this beautifully, painstakingly maintained unit offers beautiful ocean views from both the dining area and the expansive lanai. This turnkey residence comes fully furnished with designer-curated furnishings and has

Ryan MacLaughlin Island Sotheby's Int'l Rlty(W)

3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753

/30
Est $3,210,360 Not Listed For Sale
- 3 Beds
- 3 Baths
- 4,543 Sq Ft
843 Kumulani Dr, Kihei, HI 96753

843 Kumulani Dr, Kihei, HI 96753

/46
$3,495,000
- 4 Beds
- 3 Baths
- 3,465 Sq Ft
210 E Panana Place, Kihei, HI 96753

Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll to beautiful beaches, golf courses, tennis facilities, shopping, restaurants, and resorts. The residence features a private, sunny, and spacious backyard with a large in-ground pool and spa, creating a perfect oasis. The

Josh Jerman Hawaii Life (W)

210 E Panana Place, Kihei, HI 96753
/50
$1,525,000 Sold Jul 28, 2025
- 2,180 Sq Ft
- $700/SF
- 86 Days On Market
- 3 Beds
- 3 Baths
- Built 1989
2709 Puu Hoolai St, Kihei, HI 96753

Coastal Elegance Meets Modern Comfort in Prime South Kihei Nestled in one of South Kihei’s most desirable neighborhoods, just moments from the pristine beaches of Kihei and Wailea, this exquisitely remodeled 2,200-square-foot split-level home offers a seamless blend of contemporary elegance and tropical charm with great attention to detail. With no HOA fees, this three-bedroom, 2.5-bath

Kimberly Sloan Redfin Corporation

2709 Puu Hoolai St, Kihei, HI 96753

/32
Est $609,407 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 673,002 Sq Ft
160 Keonekai Rd Unit 9-204, Kihei, HI 96753

160 Keonekai Rd Unit 9-204, Kihei, HI 96753

/36
$1,249,000
- 2 Beds
- 2 Baths
- 949 Sq Ft
3950 Kalai Waa St Unit Y102, Kihei, HI 96753

Don't miss this stunning 2 bedroom, 2 bath condo, downstairs unit, located on the 11th hole of the Wailea Blue Course Fairway, with amazing ocean views. The Y building offers an open feel to the course, and making every view green, or blue. The unit is being sold furnished, newer paint and carpet, granite kitchen, travertine tiles, Minka air ceiling fans, newer oven, and appliances. This unit

Jamie Martin Coldwell Banker Island Prop(S)

3950 Kalai Waa St Unit Y102, Kihei, HI 96753
/18
$445,000 Sold Jul 25, 2025
- 698 Sq Ft
- $638/SF
- 25 Days On Market
- 2 Beds
- 2 Baths
- Built 1992
2747 S Kihei Rd Unit C004, Kihei, HI 96753

This clean and charming downstairs unit at Kihei Shores is private, cool, and quiet. Located near the west corner of the C building, this unit features direct access to the green belt from the ground floor lanai. Noteworthy upgrades include stainless steel appliances, hardwood cabinets, tile flooring throughout, full-size washer and dryer, living room A/C unit, remodeled bathrooms, and smooth (no

Gary Mooers Coldwell Banker Island Prop(S)

2747 S Kihei Rd Unit C004, Kihei, HI 96753

/31
Not Listed For Sale
- 2 Beds
- 2 Baths
- 750 Sq Ft
160 Keonekai Rd Unit 16-202, Kihei, HI 96753

160 Keonekai Rd Unit 16-202, Kihei, HI 96753

/37
$1,158,000
- 2 Beds
- 2 Baths
- 1,052 Sq Ft
2777 S Kihei Rd Unit 202, Kihei, HI 96753

Maui Kamaole is the perfect choice for those seeking to experience the best of Maui in one of South Maui’s most desirable resorts. Beautifully renovated in 2021, this condo blends modern comfort with stylish finishes in a bright, open floor plan. Indoor-outdoor living shines here with 2 floors and 3 private lanais, surrounded by lush tropical landscaping, views of the West Maui mountains, and

Candace Horton Maui Paradise Properties LLC

2777 S Kihei Rd Unit 202, Kihei, HI 96753
/50
$1,750,000 Sold Jul 25, 2025
- 2,229 Sq Ft
- $785/SF
- 247 Days On Market
- 3 Beds
- 3 Baths
- Built 2006
87 Poailani Place Unit 17, Kihei, HI 96753

Also listed as residential MLS#403587. Welcome to Kanani Wailea, where luxury meets comfort in this stunning 3-bedroom, 2.5-bathroom ocean view single family residential condominium. With only 38 stand alone units in the gated complex this exquisite Wailea home offers a perfect blend of island living, modern elegance and privacy. The open and spacious travertine flooring seamlessly integrates

Carol Olsen Coldwell Banker Island Prop(S)

87 Poailani Place Unit 17, Kihei, HI 96753

/30
Est $603,435 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 673,002 Sq Ft
160 Keonekai Rd Unit 22-202, Kihei, HI 96753

160 Keonekai Rd Unit 22-202, Kihei, HI 96753

/49
$2,950,000
- 4 Beds
- 4 Baths
- 2,520 Sq Ft
978 Kupulau Dr, Kihei, HI 96753

Stupendous, Amazing, Spectacular!! The view of all views...... Prepare to be impressed by sweeping, panoramic ocean and sunset views from this exceptional Maui Meadows residence, ideally situated on a prime corner lot near the top of the neighborhood. This spacious property offers incredible flexibility with a 4-bedroom, 3-bath main home, a generous basement of approximately 1,740 sq. ft., a

David Richardson Hawaii Life (W)

978 Kupulau Dr, Kihei, HI 96753
/39
$1,890,000 Sold Jul 23, 2025
- 1,241 Sq Ft
- $1,523/SF
- 11 Days On Market
- 2 Beds
- 2 Baths
- Built 2018
67 Wailea Gateway Place Unit 6-203, Kihei, HI 96753

Welcome to Wailea’s Premier Condominium Retreat. Experience the best of island living in one of Wailea’s most coveted condominium complexes. Keala O Wailea. Privacy. Expansive Ocean views. This highly sought after second story floor plan with a dedicated elevator leading you directly into your island home is ideal. No stairs. No road noise. Nothing but peace and tranquility. This beautifully

Deborah Vial Keller Williams Realty Maui-Ka

67 Wailea Gateway Place Unit 6-203, Kihei, HI 96753

/32
Est $630,910 Not Listed For Sale
- 2 Beds
- 2 Baths
- 673,002 Sq Ft
160 Keonekai Rd Unit 4-202, Kihei, HI 96753

160 Keonekai Rd Unit 4-202, Kihei, HI 96753

/50
$4,600,000
- 3 Beds
- 4 Baths
- 3,817 Sq Ft
4281 Wailina Place, Kihei, HI 96753

Elegant, sophisticated, exquisitely furnished, contemporary home located in quiet cul-de-sac in Wailea Golf Vistas. Great privacy afforded by ravine between Golf Estates and Golf Vistas makes lot feel much larger than 12,939 sq. ft. Enter on the ground floor into an Art Gallery. All the art work and all the furnishings in the entire home are included in the sale. Move right in! Primary

Kathy Worley Pali Kai Inc

4281 Wailina Place, Kihei, HI 96753

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